Vacation rentals with a pool in St. Simons Island

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Popular amenities for St. Simons Island rentals with a pool

House rentals with a pool

Top guest favorite
An outdoor area features a spacious pool alongside a spa, surrounded by brick flooring and well-maintained landscaping. Comfortable lounge chairs are positioned nearby, with an umbrella offering shade. Bike storage is visible in the background, complementing the serene environment.
Home in St. Simons Island
4.96 out of 5 average rating, 156 reviews

Live like a local on SSI! Bike to BEACH! Pool/Spa

AvaRating, 5 stars1 week ago
Cj and Zach were super kind and always responded fast when something was needed. This house was clean and a great spot to come to for the weekend!
Guest favorite
An inviting outdoor space features a sparkling blue pool surrounded by sun loungers and a shaded seating area. Lush greenery provides a natural backdrop, while sliding glass doors lead to the home's interior, enhancing the seamless blend of indoor and outdoor living.
Home in St. Simons Island
5 out of 5 average rating, 27 reviews

Close to Beach & Village | Pool | Pet Friendly

PatriciaRating, 5 stars3 months ago
The amenities exceeded expectation. The place is beautiful. Clean. The kitchen is wonderful. We missed not having a dining table to sit around. The counter top .s served that purpose for eating. The outside table worked but not when it rained. It waant covered. The tvs in each room was a plus. All appliances, dishware, were more than plentiful . Nice having the outside grill. Its a beautiful home decorated to the hilt! We truly felt at home. So close to town and also beach. We also visited Jekyll which was great too. We would definitely tent again!!
Superhost
A private pool area is featured at the home, with a refreshing pool surrounded by a spacious concrete deck. Comfortable lounge chairs are positioned for relaxation, and a covered patio is visible nearby, offering seating for outdoor gatherings.
Home in St. Simons Island
5 out of 5 average rating, 10 reviews

Beautiful 4 bedroom home with a pool!

MandiRating, 5 stars3 months ago
We loved our stay in this beautiful SSI home! It was the perfect location for our family getaway. The space was great with comfortable accommodations for our party of 8. The home was spotless, the kitchen was nicely appointed & organized, and the outdoor patio/pool area was a favorite hangout spot. This home is conveniently located in the heart of SSI with restaurants and shopping within walking distance. The kids safely biked and walked all over this amazing island. Highly recommend: 5⭐️s!
Superhost
Home in St. Simons Island
5 out of 5 average rating, 3 reviews

May Joe Cottage-Walk to Village, Pier, and Beach

DelRating, 5 stars8 months ago
We had to decide to chance the trip due to TS Debby. We checked in with realtor the morning after TS Debby hit. He responded immediately to our query and was on his way out to check the property. He managed to find someone to clean the pool, he indicated that services were up and running. We checked with a few local supermarkets and they were still stocked and opened. Had a small hiccup with one of the doors right after check-in and the maintenance man came right over. We were quite impressed at the level of service. The pool offered hours of fun for my three grandchildren 11 and under. It was great to have that option after spending time on the beach. It was a perfect 75th birthday with my family.
Guest favorite
Home in St. Simons Island
4.88 out of 5 average rating, 17 reviews

Three little birds oasis

BridgetteRating, 5 stars3 days ago
A beautiful weekend on St. Simon. Went to celebrate our daughter and her fiancé. Great location, plenty of room for our family and friends. Beautiful screened in porch where we ate breakfast and were able to visit with everyone. Thank you for a great Easter weekend!
Guest favorite
A serene backyard features a rectangular gunite pool surrounded by lush greenery and privacy fencing. A shaded area offers seating with two lounge chairs, while a vibrant inflatable floats on the water. The space is complemented by mature trees and neatly trimmed grass.
Home in St. Simons Island
4.96 out of 5 average rating, 55 reviews

The Mint Julep on beautiful Saint Simons Island

EmilyRating, 5 stars1 month ago
Our family of four stayed at the Mint Julep for our spring break week in mid-March and it exceeded every expectation. The house was perfectly furnished and the layout worked great for our pre-teen kids to be on one side in the bunk room with their own bathroom, and for us parents to be on the other side of the house with an en suite. We enjoyed the screened porch for morning coffee and the kids used the pool every day (we were glad we requested it be heated, definitely a must for March as it was still in the 60s some days). We also enjoyed the firepit and outdoor TV. You can’t beat the location. We walked to dinner and breakfast daily, and my husband ran the trail right outside the front door every day too. We hope to be back again next year.
Top guest favorite
A spacious living area features a large sectional sofa adorned with decorative pillows in various shades. Natural light pours in through multiple windows, illuminating the open space that connects to a dining area in the background, defined by a stylish area rug.
Home in St. Simons Island
5 out of 5 average rating, 16 reviews

Seaside Serenity

BrookeRating, 5 stars5 days ago
Our group had a fantastic experience staying at Derek‘s home. Highly recommend! It’s within walking distance to all of the shops and restaurants, there is a golf cart on site that you can rent daily, fantastic pool, plenty of space for a large group of friends/family. Stay here, you won’t be disappointed!
Guest favorite
A welcoming entrance is depicted, featuring a soft pink door complemented by a stylish light fixture. The landscaped area includes neatly trimmed shrubs and a decorative sign displaying the rental name, adding to the charm of the entryway.
Home in St. Simons Island
4.97 out of 5 average rating, 76 reviews

Fig, a Boutique Modern Home w/ Swimming Pool

JosephRating, 5 stars9 months ago
Sixth or seventh time staying at The Park. It’s a relaxing slice of heaven and perfect for those with 1-2 little kids. A home away from home for us.

Condo rentals with a pool

Top guest favorite
Condo in St. Simons Island
4.99 out of 5 average rating, 84 reviews

Oceanfront Condo w/view! | Free Bikes! | Updated!

JamesRating, 5 stars3 days ago
Very nice and well described. Host had great communication. Would definitely stay again.
Guest favorite
A spacious bedroom features a large bed adorned with a light-colored, patterned quilt and decorative pillows. Two bedside lamps provide soft lighting on either side, and a small decorative table complements the room's neutral tones.
Condo in St. Simons Island
4.92 out of 5 average rating, 64 reviews

Lovely 2-BR/2-BA Condo w/balcony & 2 pools

ChristinaRating, 5 stars6 days ago
We had a great stay! The location is convenient to beaches and the pier. Condo was comfortable and clean. It has beach chairs and towels which was very helpful.
Top guest favorite
A spacious outdoor pool is surrounded by paved pathways and lounge chairs, set amidst lush greenery. The property includes a two-story building in the background, with large windows facing the pool area, creating an inviting scene for relaxation.
Condo in St. Simons Island
4.98 out of 5 average rating, 107 reviews

Ocean Vibes Retreat (dog friendly)

ChristyRating, 5 stars1 month ago
Mary made us feel right at home! Her place was incredible, it had everything we needed to enjoy a long weekend on the island for my son’s wedding. We appreciate the welcome note and the bottle of wine and doggie treats. She really went above and beyond to make us feel welcomed.
Top guest favorite
A pool area is presented with lounge chairs arranged around the water. A shaded seating area is visible under a blue awning. Lush greenery surrounds the space, while a building in the background offers additional amenities.
Condo in St. Simons Island
4.95 out of 5 average rating, 404 reviews

Beach Square -optional BIKES-Pool-Walk 2 Redfern V

HandyRating, 5 stars3 days ago
David’s place is very clean, quiet and minutes away from beautiful homes and beaches. Excellent place to stay if traveling the i95. Thank you!
Guest favorite
A clean outdoor pool is framed by a spacious deck, featuring lounge chairs arranged for relaxation. The water is clear, and a gentle slope leads to the pool's entry steps. Lush trees can be seen in the background, providing a natural setting.
Condo in St. Simons Island
4.88 out of 5 average rating, 74 reviews

Cheery 2 BD/2BA Near Village!

WendyRating, 5 stars1 day ago
We just finished a 3 week stay at Cynthia’s place and we were so sad to leave! The location and condo complex are perfect. The pools are clean, one is super quiet and one is appropriate for kids, both are great. It is an easy walk into town, also close to the beach. The unit is so comfortable, 2 great bedrooms and bathrooms, very comfortable couch and chairs for relaxing in the living room. I cooked dinners during the week and had everything I needed. We walked to restaurants on the weekends. This is a 5 star property for sure, thanks for a great stay!
Guest favorite
A clear blue pool is surrounded by lounge chairs and shaded seating areas. Lush greenery and trees create a serene atmosphere. A building with large windows and a blue awning is visible, offering additional relaxation space nearby.
Condo in St. Simons Island
4.93 out of 5 average rating, 54 reviews

Spacious Condo in the Heart of St. Simons

CherishRating, 5 stars1 week ago
Great stay! I think the photos may be a bit outdated because the place was even better looking / updated than the photos! Affordable, clean, and a nice location - only a short drive from the beach and pier 🥰 Thanks Cindy.
Superhost
An aerial view captures the condo complex surrounded by lush green landscaping. A central pool area is visible, with lounge chairs arranged around it. Adjacent buildings and a wide beach area can be seen in the background, presenting a spacious environment for relaxation.
Condo in St. Simons Island
4.92 out of 5 average rating, 38 reviews

Beach Club condo! Pool, Hot Tub and tennis

RobertRating, 5 stars5 months ago
Carols place was great. It was extremely clean. The bathrooms were a little older but the paint was fresh. The facility was great. A nice pool and multiple jacuzzis. Very easy drive to many resturants.
Superhost
A swimming pool area is surrounded by a white fence, featuring a central pool and a smaller hot tub. Lounge chairs are arranged around the decking, and a gazebo can be seen nearby. Lush greenery and trees provide a natural backdrop.
Condo in St. Simons Island
4.73 out of 5 average rating, 114 reviews

Ocean Walk Super Host Family and Pet Friendly

JenniferRating, 5 stars2 weeks ago
We had a great time at a beautiful place for our very first rental! Lots to do just within the little community for different age ranges. Short distance to multiple things to do. Great host and would stay again!

Quick stats about vacation rentals with a pool in St. Simons Island

  • Total rentals

    920 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    20K reviews

  • Family-friendly rentals

    830 properties are a good fit for families

  • Pet-friendly rentals

    310 properties allow pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

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